HCID 25140790, compound → chroman-5-carboxylic acid
Reaction equation
[O:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([OH:13])=[O:12])[C:5]=2[CH:4]=[CH:3][CH2:2]1>CO.[Pd]>[O:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([OH:13])=[O:12])[C:5]=2[CH2:4][CH2:3][CH2:2]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2H-chromene-5-carboxylic acid (1.42 mmol) in MeOH (5.0 mL) is treated with Pd/C (10%, 50 mg) and stirred at RT under a hydrogen atmosphere (1 bar) for 16 h. After filtration through celite and removal of the solvents the desired product is obtained which is used without further purification. 1H-NMR (DMSO-d6): δ=1.90 (m, 2H); 2.98 (m, 2H); 4.13 (m, 2H); 6.89-6.94 (m, 1H); 7.11-7.17 (m, 1H); 7.31-7.36 (m, 1H); 12.8 (bs, 1H).
Workup
- filtrationAfter filtration
- customthrough celite and removal of the solvents the desired product
- customis obtained which
- customis used without further purification
Sources & evidence
- ORD record
- ord-20e3440d1ddc45cc8cb037f54a4128e8
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063099B2
Reaction notes
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